2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
- Product Name
- 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
- CAS No.
- 1073354-05-8
- Chemical Name
- 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
- Synonyms
- 3-Cyano-2-methoxypyridine-5-boronic acid,pinacol;5-Cyano-6-methoxypyridine-3-boronic acid pinacol ester;3-CYANO-2-METHOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER;2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE;2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbonitrile;3-Pyridinecarbonitrile, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber
- CB82458285
- Molecular Formula
- C13H17BN2O3
- Formula Weight
- 260.1
- MOL File
- 1073354-05-8.mol
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
Safety
- HS Code
- 2933399990
N-Bromosuccinimide Price
- Product number
- C982213
- Product name
- 3-Cyano-2-methoxypyridine-5-boronicacid,pinacolester
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- Z7132
- Product name
- 3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
- Packaging
- 250mg
- Price
- $211
- Updated
- 2021/12/16
- Product number
- BOR0006455
- Product name
- 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $630
- Updated
- 2021/12/16
- Product number
- Z7132
- Product name
- 3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
- Packaging
- 5g
- Price
- $1051
- Updated
- 2021/12/16
- Product number
- Z7132
- Product name
- 3-Cyano-2-methoxypyridine-5-boronicacidpinacolester
- Packaging
- 25g
- Price
- $2584
- Updated
- 2021/12/16
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Chemical Properties,Usage,Production
Synthesis
941294-54-8
73183-34-3
1073354-05-8
General Steps: Preparation of solution A: PdCl2(dppf)-CH2Cl2 (0.958 g, 1.174 mmol), KOAc (6.91 g, 70.4 mmol) and bis(pinacolato)diboron (7.15 g, 28.2 mmol) were added sequentially to a 250 mL flask followed by degassing. Preparation of solution B: In another vial, 5-bromo-2-methoxynicotinonitrile (5 g, 23.47 mmol) was dissolved in 100 mL of anhydrous dioxane. Solution B was slowly added to solution A. The mixed reaction solution was heated to 80 °C and maintained for 16 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with EtOAc and filtered to remove insoluble solids. The filtrate was concentrated under reduced pressure to give a black oily substance. Purification by rapid chromatography on silica gel (eluent: CH2Cl2/MeOH, 95/5) afforded the target product 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinonitrile (5.7 g, 89% yield) as a beige powder. Product Characterization: 1H-NMR (400 MHz, DMSO-d6, 298 K): δ 1.31 (s, 12H), 4.03 (s, 3H), 8.31 (s, 1H), 8.62 (s, 1H). MS: m/z 261.5 [M + 1]+, retention time (Method 2) = 1.47 min.
References
[1] Patent: WO2013/57711, 2013, A1. Location in patent: Page/Page column 50
[2] Patent: WO2013/88404, 2013, A1. Location in patent: Page/Page column 97
[3] Patent: US2015/342951, 2015, A1. Location in patent: Paragraph 0863-0867
[4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 19, p. 6477 - 6485
2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)NICOTINONITRILE Preparation Products And Raw materials
Raw materials
Preparation Products
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